GB418561A - Manufacture of photographic sensitizing dyes - Google Patents

Manufacture of photographic sensitizing dyes

Info

Publication number
GB418561A
GB418561A GB6495/34A GB649534A GB418561A GB 418561 A GB418561 A GB 418561A GB 6495/34 A GB6495/34 A GB 6495/34A GB 649534 A GB649534 A GB 649534A GB 418561 A GB418561 A GB 418561A
Authority
GB
United Kingdom
Prior art keywords
condensed
oxythionaphthene
molar proportion
compound
alcoholic sodium
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Expired
Application number
GB6495/34A
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
IG Farbenindustrie AG
Original Assignee
IG Farbenindustrie AG
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by IG Farbenindustrie AG filed Critical IG Farbenindustrie AG
Publication of GB418561A publication Critical patent/GB418561A/en
Expired legal-status Critical Current

Links

Classifications

    • G—PHYSICS
    • G03—PHOTOGRAPHY; CINEMATOGRAPHY; ANALOGOUS TECHNIQUES USING WAVES OTHER THAN OPTICAL WAVES; ELECTROGRAPHY; HOLOGRAPHY
    • G03C—PHOTOSENSITIVE MATERIALS FOR PHOTOGRAPHIC PURPOSES; PHOTOGRAPHIC PROCESSES, e.g. CINE, X-RAY, COLOUR, STEREO-PHOTOGRAPHIC PROCESSES; AUXILIARY PROCESSES IN PHOTOGRAPHY
    • G03C1/00—Photosensitive materials
    • G03C1/005—Silver halide emulsions; Preparation thereof; Physical treatment thereof; Incorporation of additives therein
    • G03C1/06—Silver halide emulsions; Preparation thereof; Physical treatment thereof; Incorporation of additives therein with non-macromolecular additives
    • G03C1/08—Sensitivity-increasing substances
    • G03C1/10—Organic substances
    • G03C1/12—Methine and polymethine dyes

Landscapes

  • Physics & Mathematics (AREA)
  • Chemical & Material Sciences (AREA)
  • Spectroscopy & Molecular Physics (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • General Physics & Mathematics (AREA)
  • Heterocyclic Carbon Compounds Containing A Hetero Ring Having Oxygen Or Sulfur (AREA)
  • Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
  • Silver Salt Photography Or Processing Solution Therefor (AREA)

Abstract

Dyes having a sensitizing action on photographic silver halide emulsions are prepared by condensing two molar proportion of a compound of the formula <FORM:0418561/IV/1> or <FORM:0418561/IV/2> (wherein R stands for an unsubstituted or substituted phenylene residue or a condensed ring system such as naphthalene, anthracene, acenaphthlene, diphenyloxide, carbazole, and X stands for sulphur or selenium) with one molar proportion of a tetrahalogen methane or an ester of orthoformic acid or of a homologous orthocarboxylic acid, in presence of a basic condensing agent such as sodium ethylate. Or these dyes are prepared by condensing one molar proportion of a compound <FORM:0418561/IV/3> or <FORM:0418561/IV/4> with one molar proportion of a compound <FORM:0418561/IV/5> or <FORM:0418561/IV/6> (wherein R and R<1> stand for substituted or unsubstituted phenylene residues or residues of condensed ring systems and may stand for the same or different residues and X and Y stand for the same or different atoms sulphur or selenium). By choosing suitable 3-oxythionaphthenes or 3-oxyselenonaphthenes or derivatives of these either symmetrical or unsymmetrical dyes are obtained; substituents mentioned in the ring systems R and R<1> are halogen, alkyl, alkoxy, sulphalkyl, and substituted and unsubstituted amino groups. In examples: (1) 3-oxythionaphthene is condensed with 2-formyl-3-oxythionaphthene in glacial acetic acid and in presence of hydrogen chloride: (2) 3-oxyselenonaphthene is condensed with 2-formyl-3-oxy-4-methyl-6-chlorothionaphthene in presence of alcoholic sodium ethylate: (3) 3-oxythionaphthene is condensed with carbon tetrachloride in alcohol in presence of sodium ethylate: (4) 3-oxythionaphthene is condensed with ethylorthoacetate in alcoholic sodium ethylate: (5) 4,5-benzo-3-oxythionaphthene is condensed with ethyl orthoacetate in alcoholic sodium methylate: (6) 5-chloro-3-oxythionaphthene is condensed with ethyl orthoacetate in alcoholic sodium methylate: (7) 2-formyl-3-oxythionaphthene is condensed with 4,5-benzo-3-oxythionaphthene in presence of alcoholic sodium methylate. Those starting materials derived from poly-nuclear ring systems are derived as described in British Specification 396,011 and in German Specifications 224,567, 239,093, and 240,118 or analogously. British Specification 416,664 also is referred to. The Specification as open to inspection under Sect. 91 comprises all the above processes applied in relation to compounds of the specified general formulae wherein X and Y additionally stands for oxygen; coumaranone is specified as starting-material in this connection. A further process of manufacture is specified wherein one molar proportion of a compound of the formula <FORM:0418561/IV/7> or <FORM:0418561/IV/8> is condensed with one molar proportion of a ketone of the formula <FORM:0418561/IV/9> or <FORM:0418561/IV/100> (wherein R and R<1> are as above, X and Y represent oxygen, sulphur or selenium, and Z represents alkyl). This subject-matter does not appear in the Specification as accepted.
GB6495/34A 1932-01-19 1933-01-19 Manufacture of photographic sensitizing dyes Expired GB418561A (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
DE416664X 1932-01-19

Publications (1)

Publication Number Publication Date
GB418561A true GB418561A (en) 1934-10-26

Family

ID=6448608

Family Applications (2)

Application Number Title Priority Date Filing Date
GB6495/34A Expired GB418561A (en) 1932-01-19 1933-01-19 Manufacture of photographic sensitizing dyes
GB1830/33A Expired GB416664A (en) 1932-01-19 1933-01-19 Process for sensitizing photographic silver halide emulsions

Family Applications After (1)

Application Number Title Priority Date Filing Date
GB1830/33A Expired GB416664A (en) 1932-01-19 1933-01-19 Process for sensitizing photographic silver halide emulsions

Country Status (3)

Country Link
US (1) US2032506A (en)
FR (1) FR749239A (en)
GB (2) GB418561A (en)

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4026884A (en) * 1973-07-02 1977-05-31 Eastman Kodak Company Methyne dyes and photographic elements
US4080496A (en) * 1975-04-14 1978-03-21 Eastman Kodak Company Methyne dyes and photographic elements

Families Citing this family (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2621125A (en) * 1946-11-22 1952-12-09 Gevaert Photo Prod Nv Light-sensitive photographic element having a light-absorbing layer
US5035977A (en) * 1989-06-16 1991-07-30 Eastman Kodak Company Infrared absorbing oxonol dyes for dye-donor element used in laser-induced thermal dye transfer

Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4026884A (en) * 1973-07-02 1977-05-31 Eastman Kodak Company Methyne dyes and photographic elements
US4080496A (en) * 1975-04-14 1978-03-21 Eastman Kodak Company Methyne dyes and photographic elements

Also Published As

Publication number Publication date
US2032506A (en) 1936-03-03
FR749239A (en) 1933-07-20
GB416664A (en) 1934-09-19

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